diff --git a/security/tailscale/Makefile b/security/tailscale/Makefile
index 91675bea347a..e209a482cf18 100644
--- a/security/tailscale/Makefile
+++ b/security/tailscale/Makefile
@@ -1,30 +1,30 @@
 PORTNAME=	tailscale
-PORTVERSION=	1.90.9
+PORTVERSION=	1.92.2
 DISTVERSIONPREFIX=	v
 CATEGORIES=	security net-vpn
 
 MAINTAINER=	ashish@FreeBSD.org
 COMMENT=	Mesh VPN that makes it easy to connect your devices
 WWW=		https://tailscale.com/
 
 LICENSE=	BSD3CLAUSE
 LICENSE_FILE=	${WRKSRC}/LICENSE
 
 RUN_DEPENDS=	ca_root_nss>0:security/ca_root_nss
 
 USES=		go:1.25,modules
 
 GO_MODULE=	github.com/tailscale/tailscale
 
 USE_RC_SUBR=	tailscaled
 
 GO_TARGET=	./cmd/tailscale \
 		./cmd/tailscaled
 GO_BUILDFLAGS=	-tags xversion -ldflags "\
 		-X tailscale.com/version.longStamp=${PORTVERSION} \
 		-X tailscale.com/version.shortStamp=${PORTVERSION}"
 
 PLIST_FILES=	bin/tailscale  \
 		bin/tailscaled
 
 .include <bsd.port.mk>
diff --git a/security/tailscale/distinfo b/security/tailscale/distinfo
index 5937d3198f49..14a9eda4ec58 100644
--- a/security/tailscale/distinfo
+++ b/security/tailscale/distinfo
@@ -1,5 +1,5 @@
-TIMESTAMP = 1764966292
-SHA256 (go/security_tailscale/tailscale-v1.90.9/v1.90.9.mod) = 1e67b00bb7b9c83eeeec6e0ad87185f86f56ce4382aae3446233a865ba0b1337
-SIZE (go/security_tailscale/tailscale-v1.90.9/v1.90.9.mod) = 21280
-SHA256 (go/security_tailscale/tailscale-v1.90.9/v1.90.9.zip) = ed9608d4603808d03cac4d0f0266eea9821294371b0e23f7d74a5a1948c6809f
-SIZE (go/security_tailscale/tailscale-v1.90.9/v1.90.9.zip) = 5481676
+TIMESTAMP = 1765731669
+SHA256 (go/security_tailscale/tailscale-v1.92.2/v1.92.2.mod) = 19a252dc6b0be5ab7c293a656a5e1570234098b824c3bfa98f6ed674135839b2
+SIZE (go/security_tailscale/tailscale-v1.92.2/v1.92.2.mod) = 21667
+SHA256 (go/security_tailscale/tailscale-v1.92.2/v1.92.2.zip) = b88212d0d13a2261e56a981b76a66d92431d570638852d4308d4e6ae59cb54fd
+SIZE (go/security_tailscale/tailscale-v1.92.2/v1.92.2.zip) = 5559507